2-benzyloxycarbonylamino-3-[2-{4-[2-tert-butoxycarbonylamino-3-(2,2-dimethyl-propionyloxy)-propyl]-imidazol-1-yl}-1-(4-methoxy-benzyl)-1H-indol-3-yl]-acrylic acid methyl ester

Base Information

Chemical Name:2-benzyloxycarbonylamino-3-[2-{4-[2-tert-butoxycarbonylamino-3-(2,2-dimethyl-propionyloxy)-propyl]-imidazol-1-yl}-1-(4-methoxy-benzyl)-1H-indol-3-yl]-acrylic acid methyl ester
CAS No.:602308-90-7
Molecular Formula:C₄₄H₅₁N₅O₉
Molecular Weight:793.917
Hs Code.:

2-benzyloxycarbonylamino-3-[2-{4-[2-<i>tert</i>-butoxycarbonylamino-3-(2,2-dimethyl-propionyloxy)-propyl]-imidazol-1-yl}-1-(4-methoxy-benzyl)-1<i>H</i>-indol-3-yl]-acrylic acid methyl ester

Synonyms:2-benzyloxycarbonylamino-3-[2-{4-[2-tert-butoxycarbonylamino-3-(2,2-dimethyl-propionyloxy)-propyl]-imidazol-1-yl}-1-(4-methoxy-benzyl)-1H-indol-3-yl]-acrylic acid methyl ester

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Chemical Property of 2-benzyloxycarbonylamino-3-[2-{4-[2-tert-butoxycarbonylamino-3-(2,2-dimethyl-propionyloxy)-propyl]-imidazol-1-yl}-1-(4-methoxy-benzyl)-1H-indol-3-yl]-acrylic acid methyl ester

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Technology Process of 2-benzyloxycarbonylamino-3-[2-{4-[2-tert-butoxycarbonylamino-3-(2,2-dimethyl-propionyloxy)-propyl]-imidazol-1-yl}-1-(4-methoxy-benzyl)-1H-indol-3-yl]-acrylic acid methyl ester

There total 8 articles about 2-benzyloxycarbonylamino-3-[2-{4-[2-tert-butoxycarbonylamino-3-(2,2-dimethyl-propionyloxy)-propyl]-imidazol-1-yl}-1-(4-methoxy-benzyl)-1H-indol-3-yl]-acrylic acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

: 100945-15-1,88568-95-0
N-(benzyloxycarbonyl)phosphonoglycine trimethyl ester

: 2,2-dimethyl-propionic acid 2-tert-butoxycarbonylamino-3-{1-[3-formyl-1-(4-methoxy-benzyl)-2,3-dihydro-1H-indol-2-yl]-1H-imidazol-4-yl}-propyl ester

: 602308-90-7
2-benzyloxycarbonylamino-3-[2-{4-[2-tert-butoxycarbonylamino-3-(2,2-dimethyl-propionyloxy)-propyl]-imidazol-1-yl}-1-(4-methoxy-benzyl)-1H-indol-3-yl]-acrylic acid methyl ester

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;
DOI:10.1016/S0040-4039(03)01258-9

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 602308-90-7
2-benzyloxycarbonylamino-3-[2-{4-[2-tert-butoxycarbonylamino-3-(2,2-dimethyl-propionyloxy)-propyl]-imidazol-1-yl}-1-(4-methoxy-benzyl)-1H-indol-3-yl]-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: Et₃N; DMAP / acetonitrile; H₂O / 20 °C

1.2: 86 percent / K₂CO₃ / aq. methanol

2.1: Et₃N; DMAP / toluene / Heating

2.2: 94 percent / MeOH / 20 °C

3.1: 89 percent / NaHMDS / N,N-dimethyl-acetamide / Heating

4.1: 98 percent / DBU / CH₂Cl₂

With dmap; sodium hexamethyldisilazane; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In dichloromethane; N,N-dimethyl acetamide; water; toluene; acetonitrile; 4.1: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/S0040-4039(03)01258-9

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 602308-90-7
2-benzyloxycarbonylamino-3-[2-{4-[2-tert-butoxycarbonylamino-3-(2,2-dimethyl-propionyloxy)-propyl]-imidazol-1-yl}-1-(4-methoxy-benzyl)-1H-indol-3-yl]-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / K₂CO₃; NaI / acetone

2: 89 percent / NaHMDS / N,N-dimethyl-acetamide / Heating

3: 98 percent / DBU / CH₂Cl₂

With sodium hexamethyldisilazane; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium iodide; In dichloromethane; N,N-dimethyl acetamide; acetone; 3: Horner-Wadsworth-Emmons reaction;
DOI:10.1016/S0040-4039(03)01258-9